Sodium hydride → 5-Bromo-1-(methylsulfonyl)indoline

HRID 508361

反応式

HRID 508361 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>CN(C=O)C>[Br:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([S:14]([CH3:13])(=[O:16])=[O:15])[CH2:8][CH2:7]2

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 31297Methanesulfonyl chlorideHCID 34115665-Bromoindoline

生成物 1

HCID 5759865-Bromo-1-(methylsulfonyl)indoline収率 61%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To DMF (5.0 ml) was added sodium hydride (53 mg, 1.3 mmol) and the solution stirred at room temperature for 30 min. 5-Bromoindoline (240 mg, 1.2 mmol) was added and the solution was stirred at room temperature for 30 min. Methanesulfonyl chloride (94 ul, 1.2 mmol) was added and the solution stirred at room temperature overnight, then concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3 to give the title compound (202 mg, 60%).

後処理

  1. stirringthe solution was stirred at room temperature for 30 min
  2. stirringthe solution stirred at room temperature overnight
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3

出典と根拠

ORDレコード
ord-3b5425a03e9c4550bbe7b880e907f823
出典データセット
uspto-grants-2015_08
特許番号
US09095590B2

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